Melamine salt of penicillin



Patented Dec. 4, 1951 UNITED STATES PATENT OFFICE MELAMINE SALT F PENICILLIN Lee Cannon Cheney, Fayetteville, N. Y., assignor to Bristol Laboratories Inc., Syracuse, N. Y., a

corporation oi New York No Drawing. Application April 6, 1951,

. Serial No. 219,760 a 2 Claims.

This present invention relates to a new amine salt of penicillin. More particularly. this invention relates to melamine saltsof penicillin which are capable of exerting a repository antibiotic action and useful for oral administration and for external application. These melamine salts of penicillin are especially'suitable for adding to animal feeds such as poultry feeds because of their relative insolubility and great stability.

The new penicillin salts of the present invention have the following formula:

N\ nm- (ll-NH:

Pen f 0 1'. wherein Pen designates an acid penicillin radical or an active moiety thereof, capable of formin an addition salt with melamine.

A more comprehensive understanding of th invention i obtained by reference to the following examples:

' Example! Twenty-five grams of melamine (0.198 mole) were placed in a flask and 6NHC1 added slowly with boiling until all amine dissolved; about 400 m1. of 1101 were necessary. After cooling and scratching the white melamine hydrochloride crystallized out. It was filtered off, washed twice in ice water, sucked dry and dried in vacuo over phosphorous pentoxide overnight.

Weight: 30.5 g. Yield: 90%

Three grams of sodium penicillin G were disous penicillin was added to the aqueous amine solution and a precipitate appeared at once. Five grams of sodium chloride were added; the mixture cooled in an ice bath, the penicillin salt filtered off, washed twice with small amounts 01 water and dried in vacuo over phosphorous pentoxide.

Assay of saturated water solution: I

Iodometric u./cc. 1 1,722 Bio-assay u./cc. 12,870 Assay of mg./20 ml. solution:

Iodometric u./ml.(mg.) 1,051 Bio-assay u./ml. (mg.) 1,024

Example [1 Four hundred milligrams of sodium penicillin 6 were dissolved in 5 ml. of distilled water and a solved in a minimum of water at room tempera- I ture. An equivalent amount (1.4,4 g.) of melamine hydrochloride was dissolved in about cc. of water at room temperature. The melamine solution was filtered due to cloudiness. The aquesuspension of 320 mg. of melamine hydrochloride in 5 mi. of distilled water was added. The mixture was stirred for 15 minutes and then set in an ice bath overnight. The precipitate that formed was filtered off, pressed well and sucked dry.

Assay:

Theoretical -u./mg. 1,285 Found --u./mg.- 1,080

No references cited. 

1. A SALT OF PENICILLIN AND MELAMINE. 